Isolation and X-ray Crystal Structure of an Electrogenerated TEMPO-N3Charge-Transfer Complex

Nelson，Hosea M.1; Siu，Juno C.2; Saha，Ambarneil1; Cascio，Duilio1,3; Macmillan，Samantha N.2; Wu，Song Bai1,4; Lu，Chenxi1; Rodríguez，José A.1,3; Houk，K. N.1; Lin，Song2

2021

10.1021/acs.orglett.0c03966

ORGANIC LETTERS   影响因子和分区

1523-7060

1523-7052

Advances in radical-based catalytic reactions have created a demand for understanding their mechanistic underpinnings. Here, we present the isolation, structural elucidation, and theoretical analysis of a catalytically relevant charge-transfer species formed between the azidyl radical and (2,2,6,6-tetramethylpiperidin-1-yl)oxyl (TEMPO). The unusual bond angles and pancake bonding between these two fragments highlight the weak bonding interactions present in this complex. This X-ray structure validates computational predictions as well as mechanistic proposals of TEMPO-mediated radical azidation reactions.

SCI

英语

NI期刊

其他

WOS:000643163800037

CHEMISTRY

2-s2.0-85099661116

Scopus

1.Department of Chemistry and Biochemistry,University of California,Los Angeles,Los Angeles,90095,United States
2.Department of Chemistry and Chemical Biology,Cornell University,Ithaca,14853,United States
3.UCLA-DOE Institute for Genomics and Proteomics,University of California,Los Angeles,90095,United States
4.Shenzhen Grubbs Institute and Department of Chemistry,Southern University of Science and Technology,Shenzhen,518055,China

Nelson，Hosea M.,Siu，Juno C.,Saha，Ambarneil,et al. Isolation and X-ray Crystal Structure of an Electrogenerated TEMPO-N3Charge-Transfer Complex[J]. ORGANIC LETTERS,2021.

Nelson，Hosea M..,Siu，Juno C..,Saha，Ambarneil.,Cascio，Duilio.,Macmillan，Samantha N..,...&Lin，Song.(2021).Isolation and X-ray Crystal Structure of an Electrogenerated TEMPO-N3Charge-Transfer Complex.ORGANIC LETTERS.

Nelson，Hosea M.,et al."Isolation and X-ray Crystal Structure of an Electrogenerated TEMPO-N3Charge-Transfer Complex".ORGANIC LETTERS (2021).